Methanol → methyl (3R)-3,4-dihydroxybutanoate

Temperature

10 °C

To a solution of (R)-dimethyl 2-hydroxysuccinate (140 g, 0.86 mol) in THF (1400 mL) was added dropwise Me2S.BH3 (86 mL, 10 M) at 20° C. over 30 min. The mixture was stilted at 20° C. for 30 min. NaBH4 (1.63 g, 42.9 mmol) was added at 10° C. and stirred at 10° C. for 30 min. The mixture was warmed to room temperature and stirred for 1 h. CH3OH (200 mL) was slowly added to the mixture while cooling in an ice-water bath. The resulting mixture was evaporated to give (R)-methyl 3,4-dihydroxybutanoate (130 g, crude).

1. waitThe mixture was stilted at 20° C. for 30 min
2. temperatureThe mixture was warmed to room temperature
3. stirringstirred for 1 h
4. temperaturewhile cooling in an ice-water bath
5. customThe resulting mixture was evaporated

ORD record

ord-1fe88a8edb94428f92c15fe92502fbce

Source dataset

uspto-grants-2016_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09351962B2